Find Hotels with a Pool in Wainscott, NY

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Wainscott Hotels with a Pool

Tonight
Apr 30 - May 1
Tomorrow
May 1 - May 2
This weekend
May 1 - May 3
Next weekend
May 8 - May 10

Our top choices for Wainscott hotels with a pool

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (253 reviews)
  • cleanliness
    Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
"We loved the pool on property and the galleys."
United States
Jessica
$264 nightly
The price is $297
May 4 - May 5
Total with taxes and fees
The Sagaponack
Exterior

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
  • cleanliness
    Seasonal outdoor pool at oceanfront hotel offers garden views and nearby vineyard tours for summer retreats.
"Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc."
United States
Ivan
$1,494 nightly
The price is $1,707
May 20 - May 21
Total with taxes and fees
Wainscott Woods Retreat
Indoor spa tub

Montauk Blue Hotel

Montauk Blue Hotel
2.0 star property
Downtown Montauk
9.2 out of 10, Wonderful, (195 reviews)
  • cleanliness
    Dive into seaside bliss with Montauk Blue Hotel's indoor pool and hot tub, just steps from sandy shores.
"Did not swim in the pool, but we wanted to look at the pool room."
United States
Lori
$160 nightly
The price is $183
May 3 - May 4
Total with taxes and fees
Montauk Blue Hotel
Seasonal outdoor pool, sun loungers

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (487 reviews)
  • cleanliness
    Soak in coastal charm at the heated saltwater pool steps from Montauk's sandy shores.
"The rooms were clean it a walk to town the pool area is great I will definitely book this hotel again"
United States
Jennifer
$125 nightly
The price is $143
May 3 - May 4
Total with taxes and fees
Ocean Resort Inn
Seasonal outdoor pool

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"Cabin was clean, well appointed and very comfortable. The staff immediately responded at 7am when we called to reset the hot water heater. The Solo fire pit looked very tempting but we did not have the time to enjoy that. will be back!"
United States
Kenn
$187 nightly
The price is $214
May 3 - May 4
Total with taxes and fees
North Fork Cottages & RV Resort
Seasonal outdoor pool, pool umbrellas, sun loungers

Marram

Marram
4.0 star property
Montauk
8.8 out of 10, Excellent, (253 reviews)
  • cleanliness
    Cool ocean-adjacent pool getaway with loungers, umbrellas, and beach perks for the perfect summer splash.
"We loved everything about our stay here: the beds are comfortable, the fire pits with the smores are a nice touch, the beach is very nice, the view as well;"
Canada
Charlotte
$340 nightly
The price is $389
May 11 - May 12
Total with taxes and fees
Marram
Seasonal outdoor pool, sun loungers

Aqualina Inn Montauk

Aqualina Inn Montauk
2.5 star property
Downtown Montauk
9.6 out of 10, Exceptional, (495 reviews)
  • cleanliness
    Dive into poolside luxury at this Montauk motel with summer splash fun and garden views.
"Pool is nice!"
United States
Cassidy
$125 nightly
The price is $143
May 3 - May 4
Total with taxes and fees
Aqualina Inn Montauk
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Choose what matters most at hotels with a pool in Wainscott

Breakfast included
4 stars

Top Wainscott Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"friendly staff, great sunset"
francisco 2-night trip
Posted 12 hours ago
Sound View Greenport

Frequently asked questions

How much does a hotel with outdoor pool in Wainscott cost?
Enjoy staying in a hotel in Wainscott with an outdoor pool. You can find a great deal from $143 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Wainscott with outdoor pool cabanas or loungers?
The Sagaponack is a charming 3-star hotel in Wainscott that offers a delightful outdoor pool experience. Guests rave about the inviting pool area, featuring comfortable sun loungers and shaded umbrellas, great for lounging on a sunny day. With a review rating of 8.8, visitors appreciate the hotel's friendly staff and the nice decor that adds to the overall appeal.

Beyond the pool, The Sagaponack also provides complimentary toiletries and free WiFi, ensuring a convenient stay for families. Plus, self-parking is available at no additional cost, making it easy to explore the beautiful surroundings of Wainscott.
Is it cheaper to book flights and a Wainscott hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
How can I save on a Wainscott hotel with a pool with Expedia?
Before booking your Wainscott hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Wainscott for you.

Explore a world of travel with Expedia